Buy
  • Alabama Alaska California Colorado Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
    Canada Listings (752)
    Mexico Listings (331)
    Central America Listings (627)
    Caribbean Islands Listings (44)
    Asia Listings (20) Europe Listings (9)
    Advanced Search
Sell Find an Agent
BeachHouse.com BeachHouse.com
My Account
  • Login
  • Manage My Real Estate Ads
  • Manage My Search Profile / Auto Notify
  • My Account Info
  • Manage My Favorites
Advertise Join
  • Buy
  • Sell
  • Find an Agent
  • My Account
    • Login
    • Manage My Real Estate Ads
    • Manage My Search Profile / Auto Notify
    • My Account Info
    • Manage My Favorites
  • Advertise
  • Join
Back to Search Back to Listing BeachHouse.com logo
Share
BeachHouse.com logo
Ad #7793735
MLS #24172211
Listing photo

Introducing The Winslow Manor, one of Westport's most

22 Evergreen Ave, Westport, Connecticut, 06880
$4,850,000
5Beds
5Baths
5,103Sqft
2.520Acres

About this property

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5,100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town.

Property Features

5 Beds
5 Baths
5,103 Sqft
Built in 1949
2.520 Acres
Has Fireplace
$27,234 / yr property tax
Fairfield County

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Valerie Alvarez

SERHANT CONNECTICUT LLC

203-224-0361

Location

Map
Listing Agent: Valerie Alvarez 203-224-0361
Broker: SERHANT CONNECTICUT LLC 646-480-7665 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Jul 28, 2026

Photo Gallery

Introducing The Winslow Manor, one of Westport's most - photo 1
Introducing The Winslow Manor, one of Westport's most - photo 2
Introducing The Winslow Manor, one of Westport's most - photo 3
Introducing The Winslow Manor, one of Westport's most - photo 4
Introducing The Winslow Manor, one of Westport's most - photo 5
Introducing The Winslow Manor, one of Westport's most - photo 6
Introducing The Winslow Manor, one of Westport's most - photo 7
Introducing The Winslow Manor, one of Westport's most - photo 8
Introducing The Winslow Manor, one of Westport's most - photo 9
Introducing The Winslow Manor, one of Westport's most - photo 10
Introducing The Winslow Manor, one of Westport's most - photo 11
Introducing The Winslow Manor, one of Westport's most - photo 12
Introducing The Winslow Manor, one of Westport's most - photo 13
Introducing The Winslow Manor, one of Westport's most - photo 14
Introducing The Winslow Manor, one of Westport's most - photo 15
Introducing The Winslow Manor, one of Westport's most - photo 16
Introducing The Winslow Manor, one of Westport's most - photo 17
Introducing The Winslow Manor, one of Westport's most - photo 18
Introducing The Winslow Manor, one of Westport's most - photo 19
Introducing The Winslow Manor, one of Westport's most - photo 20
Introducing The Winslow Manor, one of Westport's most - photo 21
Introducing The Winslow Manor, one of Westport's most - photo 22
Introducing The Winslow Manor, one of Westport's most - photo 23
Introducing The Winslow Manor, one of Westport's most - photo 24
Introducing The Winslow Manor, one of Westport's most - photo 25
Introducing The Winslow Manor, one of Westport's most - photo 26
Introducing The Winslow Manor, one of Westport's most - photo 27
Introducing The Winslow Manor, one of Westport's most - photo 28
Introducing The Winslow Manor, one of Westport's most - photo 29
Introducing The Winslow Manor, one of Westport's most - photo 30
Introducing The Winslow Manor, one of Westport's most - photo 31
Introducing The Winslow Manor, one of Westport's most - photo 32
Introducing The Winslow Manor, one of Westport's most - photo 33
Introducing The Winslow Manor, one of Westport's most - photo 34
Introducing The Winslow Manor, one of Westport's most - photo 35
Introducing The Winslow Manor, one of Westport's most - photo 36
Introducing The Winslow Manor, one of Westport's most - photo 37
Introducing The Winslow Manor, one of Westport's most - photo 38
Introducing The Winslow Manor, one of Westport's most - photo 39
Introducing The Winslow Manor, one of Westport's most - photo 40

$4,850,000

5
Beds
5
Baths
5,103
Sqft

22 Evergreen Ave, Westport, Connecticut, 06880

By contacting this agent you agree to these Terms and Conditions.
Home Connecticut Westport
Introducing The Winslow Manor, one of Westport's most - photo 1
Introducing The Winslow Manor, one of Westport's most - photo 2
Introducing The Winslow Manor, one of Westport's most - photo 3
Introducing The Winslow Manor, one of Westport's most - photo 4
Introducing The Winslow Manor, one of Westport's most - photo 5
MLS# 24172211
Home For Sale

Introducing The Winslow Manor, one of Westport's most

$4,850,000

22 Evergreen Ave, Westport, Connecticut, 06880

5
Beds
5
Baths
5,103
Sqft
2.520
Acres
$4,850,000
22 Evergreen Ave, Westport, Connecticut, 06880
5 Beds
5 Baths
5,103 Sqft
2.520 Acres
Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5,100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town.
60 days
on BeachHouse.com
60
views
0
saves

Property Details

HOME DETAILS

5 Beds
5 Baths
5,103 Sqft
Built in 1949
2.520 Acres

INTERIOR

Has Fireplace

FINANCIAL & COMMUNITY

$27,234 / yr property tax
Fairfield County
See More Details

Location

Map
Open in Google Maps

Mortgage Calculator

Ad Statistics

Ad Number
7793735
Viewed
60 times
Listing Status
Active
Added
May 29, 2026
Last Refresh
Jul 28, 2026 01:12:59 AM

Listing Information

Data Source
SmartMLS, Inc.
Source Property ID
24172211
Listing Agent: Valerie Alvarez 203-224-0361
Broker: SERHANT CONNECTICUT LLC 646-480-7665 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

Start advertising today

Explore options for real estate agents and homeowners advertising on BeachHouse.com
Sell Your Home

Explore Similar Properties

For Sale
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 1
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 2
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 3
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 4
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 5
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 6
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 7
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 8
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 9
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 10
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 11
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 12
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 13
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 14
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 15
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 16
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 17
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 18
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 19
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 20
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 21
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 22
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 23
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 24
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 25
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 26
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 27
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 28
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 29
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 30
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 31
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 32
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 33
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 34
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 35
Tucked behind a gated entry in Old Hill, this stunning 5 bedroom - photo 36

$5,750,000

5 Beds | 8.0 Baths | 6,503 Sqft

31 Stonybrook Rd, Westport, CT, 06880

Tucked behind a gated entry in Old Hill, this stunning 5 bedroom

Added: 06/04/2026 • Updated: 07/26/2026
For Sale
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 1
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 2
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 3
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 4
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 5
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 6
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 7
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 8
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 9
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 10
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 11
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 12
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 13
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 14
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 15
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 16
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 17
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 18
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 19
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 20
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 21
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 22
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 23
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 24
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 25
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 26
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 27
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 28
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 29
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 30
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 31
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 32
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 33
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 34
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 35
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 36
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 37
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 38
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 39
Tucked away on a quiet cul de sac in the desirable Hunt Club - photo 40

$5,199,000

6 Beds | 8.0 Baths | 8,935 Sqft

4 Sycamore Dr, Westport, CT, 06880

Tucked away on a quiet cul de sac in the desirable Hunt Club

Added: 06/27/2026 • Updated: 07/26/2026
For Sale
Come walk this stunning 1.5 acre lot with me - totally private - photo 1
Come walk this stunning 1.5 acre lot with me - totally private - photo 2
Come walk this stunning 1.5 acre lot with me - totally private - photo 3
Come walk this stunning 1.5 acre lot with me - totally private - photo 4
Come walk this stunning 1.5 acre lot with me - totally private - photo 5
Come walk this stunning 1.5 acre lot with me - totally private - photo 6
Come walk this stunning 1.5 acre lot with me - totally private - photo 7
Come walk this stunning 1.5 acre lot with me - totally private - photo 8
Come walk this stunning 1.5 acre lot with me - totally private - photo 9
Come walk this stunning 1.5 acre lot with me - totally private - photo 10
Come walk this stunning 1.5 acre lot with me - totally private - photo 11
Come walk this stunning 1.5 acre lot with me - totally private - photo 12
Come walk this stunning 1.5 acre lot with me - totally private - photo 13
Come walk this stunning 1.5 acre lot with me - totally private - photo 14
Come walk this stunning 1.5 acre lot with me - totally private - photo 15
Come walk this stunning 1.5 acre lot with me - totally private - photo 16
Come walk this stunning 1.5 acre lot with me - totally private - photo 17
Come walk this stunning 1.5 acre lot with me - totally private - photo 18
Come walk this stunning 1.5 acre lot with me - totally private - photo 19
Come walk this stunning 1.5 acre lot with me - totally private - photo 20
Come walk this stunning 1.5 acre lot with me - totally private - photo 21
Come walk this stunning 1.5 acre lot with me - totally private - photo 22

$4,995,700

4 Beds | 5.0 Baths | 4,000 Sqft

22 Dawn Dr, Westport, CT, 06880

Come walk this stunning 1.5 acre lot with me - totally private

Added: 06/28/2026 • Updated: 07/26/2026
For Sale
Introducing 1 Coastal Court, a rare opportunity to own in - photo 1
Introducing 1 Coastal Court, a rare opportunity to own in - photo 2
Introducing 1 Coastal Court, a rare opportunity to own in - photo 3
Introducing 1 Coastal Court, a rare opportunity to own in - photo 4
Introducing 1 Coastal Court, a rare opportunity to own in - photo 5
Introducing 1 Coastal Court, a rare opportunity to own in - photo 6
Introducing 1 Coastal Court, a rare opportunity to own in - photo 7
Introducing 1 Coastal Court, a rare opportunity to own in - photo 8
Introducing 1 Coastal Court, a rare opportunity to own in - photo 9
Introducing 1 Coastal Court, a rare opportunity to own in - photo 10
Introducing 1 Coastal Court, a rare opportunity to own in - photo 11
Introducing 1 Coastal Court, a rare opportunity to own in - photo 12
Introducing 1 Coastal Court, a rare opportunity to own in - photo 13
Introducing 1 Coastal Court, a rare opportunity to own in - photo 14
Introducing 1 Coastal Court, a rare opportunity to own in - photo 15
Introducing 1 Coastal Court, a rare opportunity to own in - photo 16
Introducing 1 Coastal Court, a rare opportunity to own in - photo 17
Introducing 1 Coastal Court, a rare opportunity to own in - photo 18
Introducing 1 Coastal Court, a rare opportunity to own in - photo 19
Introducing 1 Coastal Court, a rare opportunity to own in - photo 20
Introducing 1 Coastal Court, a rare opportunity to own in - photo 21
Introducing 1 Coastal Court, a rare opportunity to own in - photo 22

$4,995,000

5 Beds | 7.0 Baths | 5,550 Sqft

1 Coastal Ct, Westport, CT, 06880

Introducing 1 Coastal Court, a rare opportunity to own in

Added: 10/29/2025 • Updated: 07/26/2026
View more View More
SEARCH STATES
Alabama Alaska California Colorado Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.07.28
Terms & Policy

Search Filters
Price
-
0
$100,000
$100,000+
$200,000
$200,000+
$300,000
$300,000+
$400,000
$400,000+
$500,000
$500,000+
$600,000
$600,000+
$700,000
$700,000+
$800,000
$800,000+
$900,000
Any Price
Any Price
Beds & Baths
-
-
Property Type
Sale Status
More Filters
-
-
-
-
Advanced Search

Westport

Read more
Sort By: Featured
  • Featured
  • Newest
  • Price - Low To High
  • Price - High To Low
  • Sqft - Low To High
  • Sqft - High To Low

Westport Real Estate Agent Info

About Westport

Click to activate
Request Information
By proceeding you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), and its affiliates, to contact me using the contact details you provided, via phone call or text (SMS) using automated dialing technology for marketing or advertising purposes, including contacting me about my inquiry and other home-related matters. Not a condition for purchase. Message and data rates may apply.
This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
Contact Agent
By contacting this agent you agree to these Terms and Conditions.
Share this Ad
Link copied
Video/Virtual Tour
Loading...
SEARCH STATES
Alabama Alaska California Colorado Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.07.28
Terms & Policy